Billion-Dollar Trader James Wynn Reenters Market with 3x Leveraged ASTER Long – 28/9/2025

James Wynn, the pseudonymous trader behind a billion-dollar Bitcoin bet earlier this year, is back in action. Just days after being liquidated on ASTER, Wynn has opened a new 3x leveraged long on the token.

The trade, first spotted by Onchain Lens, is valued at over $16,000, entered at $1.97 with a liquidation price around $1.57. While the dollar amount is modest compared to Wynn’s previous positions, the move appears aimed at capitalizing on ASTER’s upcoming airdrop.

“I’m farming the $ASTER airdrop,” Wynn wrote on X. “I believe it will be one of the biggest [in] crypto history.”

This is the latest high-risk bet from Wynn on Hyperliquid, an on-chain derivatives platform where he previously executed a $1.2 billion long on Bitcoin using 40x leverage. That position ended with a $17.5 million loss before Wynn flipped into a billion-dollar short, at one point risking his entire $50 million wallet.

Wynn’s aggressive trading streak concluded with him walking away “a wynner” after netting $25 million in profit. His return to ASTER demonstrates the trader’s continued appetite for high-leverage, high-reward positions in the crypto market.